Odoratisol B

Base Information

• Chemical Name: Odoratisol B
• CAS No.: 891182-94-8
• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.408
• DSSTox Substance ID: DTXSID501117322
• Nikkaji Number: J2.284.295A
• Wikidata: Q105301413
• Metabolomics Workbench ID: 125307
• ChEMBL ID: CHEMBL1909926
• Mol file: 891182-94-8.mol

Synonyms:Odoratisol B;891182-94-8;Benzenemethanol, 4-hydroxy-3-methoxy-alpha-[(1R)-1-[2-methoxy-4-(1E)-1-propen-1-ylphenoxy]ethyl]-, (alphaS)-;Benzenemethanol, 4-hydroxy-3-methoxy-beta-((1R)-1-(2-methoxy-4-(1E)-1-propen-1-ylphenoxy)ethyl)-, (betaS)-;CHEMBL1909926;DTXSID501117322;E89039;(alphaS)-4-Hydroxy-3-methoxy-alpha-[(1R)-1-[2-methoxy-4-(1E)-1-propen-1-ylphenoxy]ethyl]benzenemethanol

Chemical Property of Odoratisol B

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 344.16237386
• Heavy Atom Count: 25
• Complexity: 413

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC=CC1=CC(=C(C=C1)OC(C)C(C2=CC(=C(C=C2)O)OC)O)OC
• Isomeric SMILES: C/C=C/C1=CC(=C(C=C1)O[C@H](C)[C@H](C2=CC(=C(C=C2)O)OC)O)OC

Technology Process of Odoratisol B

There total 15 articles about Odoratisol B which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

C27H36O7 → erythro-(7S,8R)-7-(4-hydroxy-3-methoxypheny1)-8-[(2'-methoxy-4'-(E)-propenyl)phenoxy]propan-7-ol (891182-94-8)

Guidance literature:

With hydrogenchloride; water; In methanol; at 20 ℃;

DOI:10.1016/j.mencom.2010.05.009

Reference yield:

C22H28O6 → erythro-(7S,8R)-7-(4-hydroxy-3-methoxypheny1)-8-[(2'-methoxy-4'-(E)-propenyl)phenoxy]propan-7-ol (891182-94-8)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 8h;

DOI:10.2478/s11696-010-0040-8

Reference yield:

vanillin (121-33-5,8014-42-4) → erythro-(7S,8R)-7-(4-hydroxy-3-methoxypheny1)-8-[(2'-methoxy-4'-(E)-propenyl)phenoxy]propan-7-ol (891182-94-8)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydride / tetrahydrofuran

2: potassium carbonate / tetrahydrofuran

3: hydrogenchloride; water / methanol / 20 °C

4: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / Reflux

5: hydrogenchloride; water / methanol / 20 °C

With hydrogenchloride; water; sodium hydride; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; 2: Wittig reaction / 4: Mitsunobu reaction;

DOI:10.1016/j.mencom.2010.05.009

upstream raw materials:

(1S,2S)-1-(4-(benzyloxy)-3-methoxyphenyl)-1-(tetrahydro-2H-pyran-2-yloxy)propan-2-ol

(2S,3S)-3-(4-(benzyloxy)-3-methoxyphenyl)-2,3-dihydroxypropyl 4-methylbenzenesulfonate

(E)-2-methoxy-4-(1-propenyl)phenol

(1S,2S)-1-(3-methoxy-4-(methoxymethoxy)phenyl)-1-(tetrahydro-2H-pyran-2-yloxy)propan-2-ol